I'm struggling to understand what is happening here...
Were the files on the iPod but not listed in the playlists or were they listed in the playlists but didn't play or were they missing from the iPod entirely?
The next time you synced it deleted files that were missing?
Were the missing files all duplicated in other playlists?
Can you reproduce this in a much smaller scale?
Crud. I hate it when I can't duplicate something!!!
To help answer your questions, I tried the process on my third video ipod (all audio files). This time the resyncing worked fine - but I did have one difference, after deleting all my files from the Ipod, I ejected it. Then I synced. No problem - all 6200 files were added.
To answer your questions on my two previous Ipods on substantially identical Ipods with the same files and playlists
1. all files copied to the ipod are via playlists. I deleted all FILES from the Ipod by selecting and deleting
2. The missing files included some that were from teh middle of playlists. It appeared that some playlists were missing entirely, but I could not verify that.
3. after I ejected after the first sync and found the problem, i connected the ipod and it immeditely found what appeared to be the missing filles and added them.
4. I have some files duplicated in mulitiple playslists, but in general, these did not appear to be the problem files (at least some were not)
5. I have not tried to reproduce on a smaller scale, as I failed on the reproduce on the larger scale tonigth (although as noted above, the process was slightly different).
If I can reproduce again, I'll add to thread. Otherise, I'm just another person who can't reproduce.